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Hailey

$187+ Cheap flights from Portland to Hailey (PDX - SUN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SUN
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Find flight deals from Portland to Hailey

Cheapest flights from Portland to Hailey
Explore the most affordable flight options available from Portland to Hailey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 19, 2025.

This Delta deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:50 amPDX - SUN
1 stop5h 10mDelta
Wed 12/311:40 pmSUN - PDX
1 stop19h 58mDelta
Deal found 11/17$187
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:05 pmPDX - SUN
1 stop3h 59mDelta
Mon 12/81:06 pmSUN - PDX
1 stop6h 08mDelta
Deal found 11/19$233
This Delta deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:50 amPDX - SUN
1 stop5h 10mDelta
Tue 12/301:40 pmSUN - PDX
1 stop19h 58mDelta
Deal found 11/17$266
This Alaska Airlines deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:49 pmPDX - SUN
1 stop15h 19mAlaska Airlines
Sun 12/710:50 amSUN - PDX
1 stop4h 00mAlaska Airlines
Deal found 11/18$279
This Delta deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:30 amPDX - SUN
1 stop5h 56mDelta
Sun 12/73:21 pmSUN - PDX
2 stops9h 54mDelta
Deal found 11/18$284
This Alaska Airlines deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:11 pmPDX - SUN
1 stop10h 41mAlaska Airlines
Wed 12/317:26 pmSUN - PDX
1 stop5h 46mAlaska Airlines
Deal found 11/18$401
This Delta deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:30 amPDX - SUN
1 stop5h 56mDelta
Fri 11/213:21 pmSUN - PDX
1 stop3h 54mDelta
Deal found 11/17$429

Cheap flight deals from Portland to Hailey

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Hailey (SUN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 19, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$187
(Delta)

Popular in

April

Cheapest in

May

Average price

$525
Provider with most accurate pricing for Portland-Hailey Sun Valley-Friedman flight deals.
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Provider most trusted by Cheapflights users for Portland-Hailey Sun Valley-Friedman flights.
Search Deals
From Portland to Hailey Sun Valley-Friedman
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Hailey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 19, 2025.
Use the filters below to find and compare flights from Portland to Hailey that are best for you.

Fly from

Portland

Fly to

Hailey

Route

Depart

Return

Price

PortlandHailey

PDX - SUN

PDXSUN

Portland

Mon 12/22

6:50 am-1:00 pm

1 stop5h 10m

Hailey Sun Valley-Friedman

Wed 12/31

1:40 pm-8:38 am

1 stop19h 58m

$187

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 1/17

7:10 am-2:50 pm

2 stops6h 40m

Hailey Sun Valley-Friedman

Wed 1/21

12:55 pm-6:50 pm

2 stops6h 55m

$198

PortlandHailey

PDX - SUN

PDXSUN

Portland

Thu 12/4

2:23 pm-10:04 pm

2 stops6h 41m

Hailey Sun Valley-Friedman

Mon 12/8

1:06 pm-4:08 pm

1 stop4h 02m

$238

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 1/31

5:00 pm-9:55 pm

1 stop3h 55m

Hailey Sun Valley-Friedman

Mon 2/2

12:55 pm-8:59 pm

2 stops9h 04m

$253

PortlandHailey

PDX - SUN

PDXSUN

Portland

Tue 12/23

6:50 am-1:00 pm

1 stop5h 10m

Hailey Sun Valley-Friedman

Tue 12/30

1:40 pm-11:55 pm

1 stop11h 15m

$266

PortlandHailey

PDX - SUN

PDXSUN

Portland

Mon 12/22

6:50 am-1:00 pm

1 stop5h 10m

Hailey Sun Valley-Friedman

Tue 12/30

1:40 pm-8:38 am

1 stop19h 58m

$266

PortlandHailey

PDX - SUN

PDXSUN

Portland

Thu 2/26

9:19 pm-11:10 am

1 stop12h 51m

Hailey Sun Valley-Friedman

Mon 3/2

7:04 pm-11:46 pm

1 stop5h 42m

$269

PortlandHailey

PDX - SUN

PDXSUN

Portland

Sat 1/31

2:38 pm-7:38 pm

1 stop4h 00m

Hailey Sun Valley-Friedman

Mon 2/2

8:21 pm-12:09 am

1 stop4h 48m

$269

PortlandHailey

PDX - SUN

PDXSUN

Portland

Fri 12/5

5:49 pm-10:08 am

1 stop15h 19m

Hailey Sun Valley-Friedman

Sun 12/7

10:50 am-1:50 pm

1 stop4h 00m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

  • Most accurate provider: When it comes to deals on Portland-Hailey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Hailey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Hailey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Hailey flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Hailey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Hailey

Have a flexible travel schedule? Discover the best time to fly to Hailey from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Hailey

What is the cheapest month to book a flight from Portland to Hailey?

Currently, September is the cheapest month in which you can book a flight from Portland to Hailey (average of $121). Flying from Portland to Hailey in July is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hailey

Get insights into the airlines that provide service to Hailey. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hailey. Reviews last updated November 19, 2025.
Read through reviews of airlines operating flights from Portland to Hailey, such as Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,318 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Alaska Airlines
8.0
Very good
11,318 reviews
Alaska Airlines
8.0
Very good
11,318 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Delta
7.9
Good
8,002 reviews
Alaska Airlines
8.0
Very good
11,318 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Related info for your journey

Find useful and relevant information for your journey from Portland to Hailey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Hailey?

    For as low as $187, Delta can have you in Hailey from Portland in 5h 10m. The distance between Portland and Hailey is about 433 mi.

  • What are the cheapest airlines flying from Portland to Hailey round-trip?

    According to our current data, Delta ($268), and Alaska Airlines ($296) offers the cheapest pricing from Portland to Hailey. Delta is currently priced 46% below the average price you’ll pay for this route.

  • Can I find deals for flights from Portland to Hailey that include hotel bookings?

    Yes. In addition to deals on Portland to Hailey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Hailey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Hailey.

  • Can I find deals for business class flights from Portland to Hailey?

    Yes. Cheapflights offers flight deals from Portland to Hailey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Hailey?

    Currently, September is the cheapest month in which you can book a flight from Portland to Hailey (average of $121). Flying from Portland to Hailey in July is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hailey?

Book flights to Hailey if you plan to visit one of these locations
Stanley

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Top 2 airlines flying from Portland to Hailey

Discover the top 2 airlines that operate flights from Portland to Hailey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$502FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$296Average$432FlexibilityNo cancel feeOn-time75%

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